Triethylamine → (E)-3-Cyclopropyl-N-methyl-N-[2-[methyl-(2-methyl-4-quinolyl)amino]ethyl]prop-2-enamide
反応式
[CH:1]1(/[CH:4]=[CH:5]/[C:6]([OH:8])=O)[CH2:3][CH2:2]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH3:33][N:34]([C:39]1[C:48]2[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=2)[N:42]=[C:41]([CH3:49])[CH:40]=1)[CH2:35][CH2:36][NH:37][CH3:38].C(N(CC)CC)C>C1COCC1.CN(C=O)C.C(OCC)(=O)C>[CH:1]1(/[CH:4]=[CH:5]/[C:6]([N:37]([CH3:38])[CH2:36][CH2:35][N:34]([CH3:33])[C:39]2[C:48]3[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=3)[N:42]=[C:41]([CH3:49])[CH:40]=2)=[O:8])[CH2:2][CH2:3]1参加物
8
反応物 4
生成物 1
試薬・触媒・溶媒 3
実験手順
(E)-3-Cyclopropylprop-2-enoic acid (22 mg, 0.2 mmol) and HBTU (76 mg, 0.2 mmol) were dissolved in a 1:1 mixture of anhydrous THF and anhydrous DMF (2 ml). After 5 minutes N,N′-dimethyl-N-(2-methyl-4-quinolyl)ethane-1,2-diamine (52 mg, 0.23 mmol) and triethylamine (62 μl, 0.45 mmol) were added and the mixture was stirred at room temperature for 2 hours. The mixture was diluted with ethyl acetate, washed with water, saturated sodium bicarbonate solution, brine and dried over magnesium sulfate. The solvent was removed under reduced pressure and purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile) to yield 28.3 mg (0.087 mmol, 43.5%).
後処理
- washwashed with water, saturated sodium bicarbonate solution, brine
- dry with materialdried over magnesium sulfate
- customThe solvent was removed under reduced pressure
- custompurified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile)
- customto yield 28.3 mg (0.087 mmol, 43.5%)
出典と根拠
- ORDレコード
- ord-d7065f1b0f0d4abb86fc86b30d990d13
- 出典データセット
- uspto-grants-2014_11
- 特許番号
- US08877934B2
反応ノート
読み込み中…